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Electrochemical sensor based on f-SWCNT and carboxylic group functionalized PEDOT for the sensitive determination of bisphenol A

Long Zhang ,  Yang-Ping Wen ,  Yuan-Yuan Yao ,  Zi-Fei Wang ,  Xue-Min Duan ,  Jing-Kun Xu

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Citation:  Long Zhang, Yang-Ping Wen, Yuan-Yuan Yao, Zi-Fei Wang, Xue-Min Duan, Jing-Kun Xu. Electrochemical sensor based on f-SWCNT and carboxylic group functionalized PEDOT for the sensitive determination of bisphenol A[J]. Chinese Chemical Letters, 2014, 25(4): 517-522. doi: 10.1016/j.cclet.2013.12.020 shu

Electrochemical sensor based on f-SWCNT and carboxylic group functionalized PEDOT for the sensitive determination of bisphenol A

    • 通讯作者: Xue-Min Duan,
    Jing-Kun Xu,
  • 基金项目:

    The authors would like to acknowledge the financial support of this work by the NSFC (Nos. 51272096, 51263010) (Nos. 51272096, 51263010)

    Jiangxi Provincial Department of Education (Nos. GJJ10678, GJJ11590) (Nos. GJJ10678, GJJ11590)

    Natural Science Foundation of Jiangxi Province (Nos. 2010GZH0041, 20114BAB203015) (Nos. 2010GZH0041, 20114BAB203015)

    Jiangxi Science & Technology Normal University (No. KY2010ZY13) (No. KY2010ZY13)

    Jiangxi Provincial Innovation Fund of Postgraduates (No. YC2012-S123). (No. YC2012-S123)

摘要: A simple, sensitive, and reliable method for the voltammetric determination of bisphenol A (BPA) by using carboxylic group functionalized single-walled carbon nanotubes (f-SWCNT)/carboxylic-functionalized poly(3,4-ethylenedioxythiophene) (PC4) complex modified glassy carbon electrode (GCE) has been successfully developed. The electrochemical behavior of BPA at the surface of the modified electrode is investigated by electrochemical techniques. The cyclic voltammetry results show that the as-prepared electrode exhibits strong catalytic activity toward the oxidation of BPA with a well-defined anodic peak at 0.623 V in PBS (0.1 mol/L, pH 7.0). The surface morphology of the 3D network of composite filmis beneficial for the adsorption of analytes. Under the optimized conditions, the oxidation peak current is proportional to BPA concentration in the range between 0.099 and 5.794 μmol/L (R2 = 0.9989), with a limit of detection of 0.032 μmol/L (S/N = 3). The enhanced performance of the sensor can be attributed to the excellent electrocatalytic property of f-SWCNT and the extraordinary conductivity of PC4. Furthermore, the proposed modified electrode displays high stability and good reproducibility. The good result on the voltammetric determination of BPA also indicates that the asfabricated modified electrode will be a good candidate for the electrochemical determination and analysis of BPA.

English

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    1. [1] B.S. Rubin, Bisphenol A: an endocrine disruptor with widespread exposure and mulyiple effects, J. Steroid Biochem. 127 (2011) 27-34.[1] B.S. Rubin, Bisphenol A: an endocrine disruptor with widespread exposure and mulyiple effects, J. Steroid Biochem. 127 (2011) 27-34.

    2. [2] H. Segner, K. Caroll, M. Fenske, et al., Identification of endocrine-disrupting effects in aquatic vertebrates and invertebrates: report from the European IDEA project, Ecotoxicol. Environ. Saf. 54 (2003) 302-314.[2] H. Segner, K. Caroll, M. Fenske, et al., Identification of endocrine-disrupting effects in aquatic vertebrates and invertebrates: report from the European IDEA project, Ecotoxicol. Environ. Saf. 54 (2003) 302-314.

    3. [3] E. Carlsen, A. Giwercman, N. Keiding, N.E. Skakkebaek, Declining semen quality and increasing incidence of testicular cancer: is there a common cause, Environ. Health Perspect. 103 (1995) 137-139.[3] E. Carlsen, A. Giwercman, N. Keiding, N.E. Skakkebaek, Declining semen quality and increasing incidence of testicular cancer: is there a common cause, Environ. Health Perspect. 103 (1995) 137-139.

    4. [4] X.H. Long, R. Steinmetz, N. Ben-Jonathan, et al., Strain differences in vaginal responses to the xenoestrogen bisphenol A, Environ. Health Perspect. 108 (2000) 243-247.[4] X.H. Long, R. Steinmetz, N. Ben-Jonathan, et al., Strain differences in vaginal responses to the xenoestrogen bisphenol A, Environ. Health Perspect. 108 (2000) 243-247.

    5. [5] J.H. Kang, F. Kondo, Y. Katayama, Human exposure to bisphenol A, Toxicology 226 (2006) 79-89.[5] J.H. Kang, F. Kondo, Y. Katayama, Human exposure to bisphenol A, Toxicology 226 (2006) 79-89.

    6. [6] T.Y. Chun, J. Gorski, High concentrations of bisphenol A induce cell growth and prolactin secretion in an estrogen-responsive pituitary tumor cell line, Toxicol. Appl. Pharmacol. 162 (2000) 161-165.[6] T.Y. Chun, J. Gorski, High concentrations of bisphenol A induce cell growth and prolactin secretion in an estrogen-responsive pituitary tumor cell line, Toxicol. Appl. Pharmacol. 162 (2000) 161-165.

    7. [7] T. Goloubkova, M.F.M. Ribeiro, L.P. Rodrigues, A.L. Cecconello, P.M. Spritzer, Effects of xenoestrogen bisphenol A on uterine and pituitary weight, serum prolactin levels and immunoreactive prolactin cells in ovariectomized wistar rats, Arch. Toxicol. 74 (2000) 92-98.[7] T. Goloubkova, M.F.M. Ribeiro, L.P. Rodrigues, A.L. Cecconello, P.M. Spritzer, Effects of xenoestrogen bisphenol A on uterine and pituitary weight, serum prolactin levels and immunoreactive prolactin cells in ovariectomized wistar rats, Arch. Toxicol. 74 (2000) 92-98.

    8. [8] R. Steinmetz, N.A. Mitchner, A. Grant, et al., The xenoestrogen bisphenol A induces growth, differentiation, and c-fos gene expression in the female reproductive tract, Endocrinology 139 (1998) 2741-2747.[8] R. Steinmetz, N.A. Mitchner, A. Grant, et al., The xenoestrogen bisphenol A induces growth, differentiation, and c-fos gene expression in the female reproductive tract, Endocrinology 139 (1998) 2741-2747.

    9. [9] M.C. Estévez, R. Galve, F. Sánchez-Baeza, M.P. Marco, Direct competitive enzymelinked immunosorbent assay for the determination of the highly polar shortchain sulfophenyl carboxylates, Anal. Chem. 77 (2005) 5283-5293.[9] M.C. Estévez, R. Galve, F. Sánchez-Baeza, M.P. Marco, Direct competitive enzymelinked immunosorbent assay for the determination of the highly polar shortchain sulfophenyl carboxylates, Anal. Chem. 77 (2005) 5283-5293.

    10. [10] C. Lu, J.G. Li, Y. Yang, J.M. Lin, Determination of bisphenol A based on chemiluminescence from gold (ⅡI)-peroxymonocarbonate, Talanta 82 (2010) 1576-1580.[10] C. Lu, J.G. Li, Y. Yang, J.M. Lin, Determination of bisphenol A based on chemiluminescence from gold (ⅡI)-peroxymonocarbonate, Talanta 82 (2010) 1576-1580.

    11. [11] K. Inoue, K. Kato, Y. Yoshimura, T. Makino, H. Nakazawa, Determination of bisphenol A in human serum by high-performance liquid chromatography with multi-electrode electrochemical detection, J. Chromatogr. B 749 (2000) 17-23.[11] K. Inoue, K. Kato, Y. Yoshimura, T. Makino, H. Nakazawa, Determination of bisphenol A in human serum by high-performance liquid chromatography with multi-electrode electrochemical detection, J. Chromatogr. B 749 (2000) 17-23.

    12. [12] W.H. Zhao, N. Sheng, R. Zhu, et al., Preparation of dummy template imprinted polymers at surface of silica microparticles for the selective extraction of trace bisphenol A from water samples, J. Hazard. Mater. 179 (2010) 223-229.[12] W.H. Zhao, N. Sheng, R. Zhu, et al., Preparation of dummy template imprinted polymers at surface of silica microparticles for the selective extraction of trace bisphenol A from water samples, J. Hazard. Mater. 179 (2010) 223-229.

    13. [13] M. Liu, Y. Hashi, F.Y. Pan, et al., Automated on-line liquid chromatographyphotodiode array-mass spectrometry method with dilution line for the determination of bisphenol A and 4-octylphenol in serum, J. Chromatogr. A 1133 (2006) 142-148.[13] M. Liu, Y. Hashi, F.Y. Pan, et al., Automated on-line liquid chromatographyphotodiode array-mass spectrometry method with dilution line for the determination of bisphenol A and 4-octylphenol in serum, J. Chromatogr. A 1133 (2006) 142-148.

    14. [14] R.J.W. Meesters, H.F. Schröder, Simultaneous determination of 4-nonylphenol and bisphenol A in sewage sludge, Anal. Chem. 74 (2002) 3566-3574.[14] R.J.W. Meesters, H.F. Schröder, Simultaneous determination of 4-nonylphenol and bisphenol A in sewage sludge, Anal. Chem. 74 (2002) 3566-3574.

    15. [15] S.C. Cunha, J.O. Fernandes, Quantification of free and total bisphenol A and bisphenol B in human urine by dispersive liquid-liquid microextraction (DLLME) and heart-cutting multidimensional gas chromatography-mass spectrometry (MD-GC.MS), Talanta 83 (2010) 117-125.[15] S.C. Cunha, J.O. Fernandes, Quantification of free and total bisphenol A and bisphenol B in human urine by dispersive liquid-liquid microextraction (DLLME) and heart-cutting multidimensional gas chromatography-mass spectrometry (MD-GC.MS), Talanta 83 (2010) 117-125.

    16. [16] H.S. Yin, L. Cui, S.Y. Ai, H. Fan, L.S. Zhu, Electrochemical determination of bisphenol A at Mg-Al-CO3 layered double hydroxide modified glassy carbon electrode, Electrochim. Acta 55 (2010) 603-610.[16] H.S. Yin, L. Cui, S.Y. Ai, H. Fan, L.S. Zhu, Electrochemical determination of bisphenol A at Mg-Al-CO3 layered double hydroxide modified glassy carbon electrode, Electrochim. Acta 55 (2010) 603-610.

    17. [17] H.S. Yin, Y.L. Zhou, L. Cui, et al., Electrochemical oxidation behavior of bisphenol A at surfactant/layered double hydroxide modified glassy carbon electrode and its determination, J. Solid State Electrochem. 15 (2011) 167-173.[17] H.S. Yin, Y.L. Zhou, L. Cui, et al., Electrochemical oxidation behavior of bisphenol A at surfactant/layered double hydroxide modified glassy carbon electrode and its determination, J. Solid State Electrochem. 15 (2011) 167-173.

    18. [18] X.M. Tu, L.S. Yan, X.B. Luo, S.L. Luo, Q.J. Xie, Electroanalysis of bisphenol A at a multiwalled carbon nanotubes-gold nanoparticles modified glassy carbon electrode, Electroanalysis 21 (2009) 2491-2494.[18] X.M. Tu, L.S. Yan, X.B. Luo, S.L. Luo, Q.J. Xie, Electroanalysis of bisphenol A at a multiwalled carbon nanotubes-gold nanoparticles modified glassy carbon electrode, Electroanalysis 21 (2009) 2491-2494.

    19. [19] F. Brugnera, M.A.G. Trindade, M.V.B. Zanoni, Detection of bisphenol A on a screenprinted carbon electrode in CATB micellar medium, Anal. Lett. 43 (2010) 2823- 2836.[19] F. Brugnera, M.A.G. Trindade, M.V.B. Zanoni, Detection of bisphenol A on a screenprinted carbon electrode in CATB micellar medium, Anal. Lett. 43 (2010) 2823- 2836.

    20. [20] C.M. Yu, L.L. Gou, X.H. Zhou, N. Bao, H.Y. Gu, Chitosan-Fe3O4 nanocomposite based electrochemical sensors for the determination of bisphenol A, Electrochim. Acta 56 (2011) 9056-9063.[20] C.M. Yu, L.L. Gou, X.H. Zhou, N. Bao, H.Y. Gu, Chitosan-Fe3O4 nanocomposite based electrochemical sensors for the determination of bisphenol A, Electrochim. Acta 56 (2011) 9056-9063.

    21. [21] Y. Gao, Y. Cao, D.G. Yang, et al., Sensitivity and selectivity determination of bisphenol A using SWCNT-CD conjugate modified glassy carbon electrode, J. Hazard. Mater. 199-200 (2012) 111-118.[21] Y. Gao, Y. Cao, D.G. Yang, et al., Sensitivity and selectivity determination of bisphenol A using SWCNT-CD conjugate modified glassy carbon electrode, J. Hazard. Mater. 199-200 (2012) 111-118.

    22. [22] Y.G. Li, Y. Gao, Y. Cao, H.M. Li, Electrochemical sensor for bisphenol A determination based on MWCNT/melamine complex modified GCE, Sens. Actuators B: Chem. 171-172 (2012) 726-733.[22] Y.G. Li, Y. Gao, Y. Cao, H.M. Li, Electrochemical sensor for bisphenol A determination based on MWCNT/melamine complex modified GCE, Sens. Actuators B: Chem. 171-172 (2012) 726-733.

    23. [23] Q.X. Wang, Y.H. Wang, S.Y. Liu, et al., Voltammetric detection of bisphenol A by a chitosan-graphene composite modified carbon ionic liquid electrode, Thin Solid Films 520 (2012) 4459-4464.[23] Q.X. Wang, Y.H. Wang, S.Y. Liu, et al., Voltammetric detection of bisphenol A by a chitosan-graphene composite modified carbon ionic liquid electrode, Thin Solid Films 520 (2012) 4459-4464.

    24. [24] E. Mazzotta, C. Malitesta, E. Margapoti, Direct electrochemical detection of bisphenol A at PEDOT-modified glassy carbon electrodes, Anal. Bioanal. Chem. 405 (2013) 3587-3592.[24] E. Mazzotta, C. Malitesta, E. Margapoti, Direct electrochemical detection of bisphenol A at PEDOT-modified glassy carbon electrodes, Anal. Bioanal. Chem. 405 (2013) 3587-3592.

    25. [25] T.A. Skotheim, J.R. Reynolds, Handbook of Conducting Polymers, Conjugated Polymers: Theory, Synthesis, Properties, and Characterization, CRC Press, Boca Raton, 2007.[25] T.A. Skotheim, J.R. Reynolds, Handbook of Conducting Polymers, Conjugated Polymers: Theory, Synthesis, Properties, and Characterization, CRC Press, Boca Raton, 2007.

    26. [26] L.B. Groenendaal, F. Jonas, D. Freitag, H. Pielartzik, J.R. Reynolds, Poly(3,4-ethylenedioxythiophene) and its derivatives: past, present, and future, Adv. Mater. 12 (2000) 481-494.[26] L.B. Groenendaal, F. Jonas, D. Freitag, H. Pielartzik, J.R. Reynolds, Poly(3,4-ethylenedioxythiophene) and its derivatives: past, present, and future, Adv. Mater. 12 (2000) 481-494.

    27. [27] L.B. Groenendaal, G. Zotti, P.H. Aubert, S.M. Waybright, J.R. Reynolds, Electrochemistry of poly(3,4-alkylenedioxythiophene) derivatives, Adv. Mater. 15 (2003) 855-879.[27] L.B. Groenendaal, G. Zotti, P.H. Aubert, S.M. Waybright, J.R. Reynolds, Electrochemistry of poly(3,4-alkylenedioxythiophene) derivatives, Adv. Mater. 15 (2003) 855-879.

    28. [28] A. Elschner, S. Kirchmeyer, W. Lovenich, U. Merker, K. Reuter, PEDOT: Principles and Applications of an Intrinsically Conductive Polymer, CRC Press, London, 2011.[28] A. Elschner, S. Kirchmeyer, W. Lovenich, U. Merker, K. Reuter, PEDOT: Principles and Applications of an Intrinsically Conductive Polymer, CRC Press, London, 2011.

    29. [29] S. Kirchmeyer, K. Reuter, Scientific importance, properties and growing applications of poly(3,4-ethylenedioxythiophene), J. Mater. Chem. 15 (2005) 2077-2088.[29] S. Kirchmeyer, K. Reuter, Scientific importance, properties and growing applications of poly(3,4-ethylenedioxythiophene), J. Mater. Chem. 15 (2005) 2077-2088.

    30. [30] S.C. Luo, E.M. Ali, N.C. Tansil, et al., Poly(3,4-ethylenedioxythiophene) (PEDOT) nanobiointerfaces: thin, ultrasmooth, and functionalized PEDOT films with in vitro and in vivo biocompatibility, Langmuir 24 (2008) 8071-8077.[30] S.C. Luo, E.M. Ali, N.C. Tansil, et al., Poly(3,4-ethylenedioxythiophene) (PEDOT) nanobiointerfaces: thin, ultrasmooth, and functionalized PEDOT films with in vitro and in vivo biocompatibility, Langmuir 24 (2008) 8071-8077.

    31. [31] E.M. Ali, E.A.B. Kantchev, H.H. Yu, J.Y. Ying, Conductivity shift of polyethylenedioxythiophenes in aqueous solutions from side-chain charge perturbation, Macromolecules 40 (2007) 6025-6027.[31] E.M. Ali, E.A.B. Kantchev, H.H. Yu, J.Y. Ying, Conductivity shift of polyethylenedioxythiophenes in aqueous solutions from side-chain charge perturbation, Macromolecules 40 (2007) 6025-6027.

    32. [32] Y. Shi, S.C. Luo, W.J. Feng, et al., Work function engineering of electrodes via electropolymerization of ethylenedioxythiophenes and its derivatives, Org. Electron. 9 (2008) 859-863.[32] Y. Shi, S.C. Luo, W.J. Feng, et al., Work function engineering of electrodes via electropolymerization of ethylenedioxythiophenes and its derivatives, Org. Electron. 9 (2008) 859-863.

    33. [33] H. Xie, S.C. Luo, H.H. Yu, Electric-field-assisted growth of functionalized poly(3,4- ethylenedioxythiophene) nanowires for label-free protein detection, Small 5 (2009) 2611-2617.[33] H. Xie, S.C. Luo, H.H. Yu, Electric-field-assisted growth of functionalized poly(3,4- ethylenedioxythiophene) nanowires for label-free protein detection, Small 5 (2009) 2611-2617.

    34. [34] S.C. Luo, H. Xie, N.Y. Chen, H.H. Yu, Trinity DNA detection platform by ultrasmooth and functionalized PEDOT biointerfaces, ACS Appl. Mater. Inter. 1 (2009) 1414- 1419.[34] S.C. Luo, H. Xie, N.Y. Chen, H.H. Yu, Trinity DNA detection platform by ultrasmooth and functionalized PEDOT biointerfaces, ACS Appl. Mater. Inter. 1 (2009) 1414- 1419.

    35. [35] J. Arias-Pardilla, T.F. Otero, H.H. Yu, Electropolymerization and characterization of COOH-functionalized poly(3,4-ethylenedioxythiophene): ionic exchanges, Electrochim. Acta 56 (2011) 10238-10245.[35] J. Arias-Pardilla, T.F. Otero, H.H. Yu, Electropolymerization and characterization of COOH-functionalized poly(3,4-ethylenedioxythiophene): ionic exchanges, Electrochim. Acta 56 (2011) 10238-10245.

    36. [36] J. Sekine, S.C. Luo, S. Wang, et al., Functionalized conducting polymer nanodots for enhanced cell capturing: the synergistic effect of capture agents and nanostructures, Adv. Mater. 23 (2011) 4788.[36] J. Sekine, S.C. Luo, S. Wang, et al., Functionalized conducting polymer nanodots for enhanced cell capturing: the synergistic effect of capture agents and nanostructures, Adv. Mater. 23 (2011) 4788.

    37. [37] J. Wang, M. Musameh, Y. Lin, Solubilization of carbon nanotubes by nafion toward the preparation of amperometric biosensors, J. Am. Chem. Soc. 125 (2003) 2408- 2409.[37] J. Wang, M. Musameh, Y. Lin, Solubilization of carbon nanotubes by nafion toward the preparation of amperometric biosensors, J. Am. Chem. Soc. 125 (2003) 2408- 2409.

    38. [38] W. Wu, H.R. Zhu, L.Z. Fan, et al., Sensitive dopamine recognition by boronic acid functionalized multi-walled carbon nanotubes, Chem. Commun. (2007) 2345- 2347.[38] W. Wu, H.R. Zhu, L.Z. Fan, et al., Sensitive dopamine recognition by boronic acid functionalized multi-walled carbon nanotubes, Chem. Commun. (2007) 2345- 2347.

    39. [39] J.J. Gooding, R. Wibowo, J.Q. Liu, et al., Protein electrochemistry using aligned carbon nanotube arrays, J. Am. Chem. Soc. 125 (2003) 9006-9007.[39] J.J. Gooding, R. Wibowo, J.Q. Liu, et al., Protein electrochemistry using aligned carbon nanotube arrays, J. Am. Chem. Soc. 125 (2003) 9006-9007.

    40. [40] M. Trojanowicz, Analytical applications of carbon nanotubes: a review, TrACTrends Anal. Chem. 25 (2006) 480-489.[40] M. Trojanowicz, Analytical applications of carbon nanotubes: a review, TrACTrends Anal. Chem. 25 (2006) 480-489.

    41. [41] A. Goldoni, R. Larciprete, L. Petaccia, S. Lizzit, Single-wall carbon nanotube interaction with gases: sample contaminants and environmental monitoring, J. Am. Chem. Soc. 125 (2003) 11329-11333.[41] A. Goldoni, R. Larciprete, L. Petaccia, S. Lizzit, Single-wall carbon nanotube interaction with gases: sample contaminants and environmental monitoring, J. Am. Chem. Soc. 125 (2003) 11329-11333.

    42. [42] J. Wang, Carbon-nanotube based electrochemical biosensors: a review, Electroanalysis 17 (2005) 7-14.[42] J. Wang, Carbon-nanotube based electrochemical biosensors: a review, Electroanalysis 17 (2005) 7-14.

    43. [43] Y. Lu, Y.P. Wen, B.Y. Lu, et al., Electrosynthesis and characterization of poly(hydroxyl- methylated-3,4-ethylenedioxythiophene) film in aqueous micellar solution and its biosensing application, Chin. J. Polym. Sci. 30 (2012) 824-836.[43] Y. Lu, Y.P. Wen, B.Y. Lu, et al., Electrosynthesis and characterization of poly(hydroxyl- methylated-3,4-ethylenedioxythiophene) film in aqueous micellar solution and its biosensing application, Chin. J. Polym. Sci. 30 (2012) 824-836.

    44. [44] M. Liu, Y.P. Wen, D. Li, et al., A stable sandwich-type amerometric biosensor based on poly(3,4-ethylenedioxythiophen)-single walled carbon nanotubes/ascorbate oxidase/nafion films for detection of L-ascorbic acid, Sens. Actuators B: Chem. 159 (2011) 277-285.[44] M. Liu, Y.P. Wen, D. Li, et al., A stable sandwich-type amerometric biosensor based on poly(3,4-ethylenedioxythiophen)-single walled carbon nanotubes/ascorbate oxidase/nafion films for detection of L-ascorbic acid, Sens. Actuators B: Chem. 159 (2011) 277-285.

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  • 发布日期:  2013-12-25
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